Methanol → Methyl-8-methoxy-7-sulfamoyl-1,4-benzodioxane-5-carboxylate

HRID 2052647Notes

Reaction equation

HRID 2052647 reaction equation
CO.S(=O)(=O)(O)O.[CH3:8][O:9][C:10]1[C:15]2[O:16][CH2:17][CH2:18][O:19][C:14]=2[C:13]([C:20]([OH:22])=[O:21])=[CH:12][C:11]=1[S:23](=[O:26])(=[O:25])[NH2:24].[C:27](=O)([O-])[O-].[Na+].[Na+]>O>[CH3:27][O:21][C:20]([C:13]1[C:14]2[O:19][CH2:18][CH2:17][O:16][C:15]=2[C:10]([O:9][CH3:8])=[C:11]([S:23](=[O:26])(=[O:25])[NH2:24])[CH:12]=1)=[O:22]

Participants

6

Reactant 4

HCID 887MethanolHCID 1118Sulfuric AcidHCID 10340Sodium CarbonateHCID 205446908-Methoxy-7-sulfamoyl-1,4-benzodioxane-5-carboxylic acid

Product 1

HCID 20544706Methyl-8-methoxy-7-sulfamoyl-1,4-benzodioxane-5-carboxylateYield 96.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

396 g of methanol were introduced into a balloon flask provided with a condenser and then 51 g of sulfuric acid and 114.5 g of 8-methoxy-7-sulfamoyl-1,4-benzodioxane-5-carboxylic acid were added while cooling. The mixture was heated under reflux and then poured into 485 cm3 of water and 40 g of sodium carbonate. The precipitate was dried off, washed and dried. 110.5 g of methyl-8-methoxy-7-sulfamoyl-1,4-benzodioxane-5-carboxylate were obtained (M.P.: 202°-203° C.; yield: 92%).

Workup

  1. customprovided with a condenser
  2. temperaturewhile cooling
  3. temperatureThe mixture was heated
  4. temperatureunder reflux
  5. customThe precipitate was dried off
  6. washwashed
  7. customdried

Sources & evidence

ORD record
ord-4a2638ed94394d4b81c6963fd254a900
Source dataset
uspto-grants-1980_01
Patent number
US04186135

Reaction notes

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